Process for dyeing regenerated cellulose materials



Sept 22, 1033 1 HENRY JQRDAN, E WILMINGTON) DELAWARE, ASSIGNQE T0 E. E.33H FONT DE NEMOURS e. GULEPANY, OF WILEMNGTOE, DELAWARE, A CUEPOBLATKQN0F DEE-eliTe Drawing.

This invention relates to a process for dyeing regenerated cellulosematerials and to AW Q raw.

FOR REGENERATED CELLULO$E the resulting product.

As is well known, the dyeing of regenerated v cellulose material, suchas viscose and rayon,

is a difficult task, as most ordinary cotton dyes will produce unevendyeings. The surprising discovery has been made that certain'disazo dyeswill give very level shades This invention therefore relatesparticularly to processes for dyeing regenerated cellulose material withdisazo these fibers.

dyes of the following general formula U R being a naphthyl-monosulphonicacid, R being an aromatic radical not containing a tree hydroxylor aminogroup, and R being Z-amino-5-naphthol-7-sulphonic acid or an Il-substituted derivative thereof. shades obtained by variouscombinations vary from a bluish-red to a bluish-violet to blue.

By way of illustration the following example is furnished showing amethod for applying dyes of this type:

100 parts of rayon (knit or woven material) are circulated in a bath ofi000 parts of water and 2 parts of neutral soap for about minutes at atemperature of 40 G. Then there is added slowly a concentrated solu TheApplication filed September 11, 1923. Serial No. 305,3t1.

mine--7-sulphonic acid m toluidine 2 amino-5-naphthol-?-sulphonic acid),after which the temperature is raised within minutes to '2' 6. Then 10%Glaubers salt (crystals) is added within 15 minutes, maintaining atemperature of 70-80 G. Continue dyeing for about 10 minutes longer,after which the material is rinsed in water and dried. A very even,bright Bordeaux shade will be obtained.

The amount of Glaubers salt employed may vary between about 10 to (basedon the material to be dyed) or may be substituted by sodium chloride, inwhich case about 5 to 15% will be required. For heavier dyeings thelarger percentage of salt would be advisable.

The neutral soap may be substituted by a soluble oil, as doublesulphona'ted castor oil The duration of the treatment and thetemperature at which it is carried out may be varied within wide limits.However, the best results have been obtained when operating at atemperature between 40 and C.

The dye employed in the example may, of course, be substituted by alarge number of dyes having the general formula indicated above. Thetable following lists a number of shades, obtained by various cornbinations, to which a large number of simition of one part of the dyeN0. 17 (l-naphthyllar combinations may be added First component Middlecomponent End component Sh d (1) 2 naphthylamine 6 sul AnilineZ-aminot-naphtho1-7-sulphonic acid Biuish-red phonic acid (2) Same SamePhenyl-Z-amino-bnaphthoi-7-sulphonlc acid Reddish-vlolet (3) Same O CHaZ-aminomephtholJ-sulphonic sold Readies-violet NHa (Oresldine) C a (4)Same Same PhonyI-Qramino-E-naphthoi-7-sulphonic acid Bluish-vioiot (5)Same 1 naphthylamine 6 sul 2-smino-5-nsphthoi-7-suiphonic acidRedefine-violet phonic acid (6) Same SamePheny1-2-amino-5-naphthc1-7-sulphonic acid Blulshwiclst (7) Samem-toluidine Z-smincEnephtholJ-sulpbonic acid Bright Bordeaux (8) SameSame Phonyl-Z-eminefi-naphthol-Teulphonlc sold Reddish violet The dyesmay be prepared, as for instance in case 14, by diazotizing1-naphthylamine-5- sulphonic acid, coupling the diazo compound tol-naphthylamine-7-sulphonic acid, diazotizing the amino azo compoundagain and coup ing it to phenyl-Q-amino-5-naphthol-7- sulphonic-acid.The other dyes may be made in a similar way.

As many apparently widely different embodiments of this invention may bemade without departing from the spirit and scope thereof, it is to beunderstood that I do not limit myself to the specific embodimentsthereof except as defined in the appended claims.

I claim:

1. The process of coloring regenerated cellulose materials whichcomprises applying thereto a dye of the formula:

(R being a naphthyl-monosulphonic acid, R being an aromatic radical notcontainin a free hydroxylor amino group, and R being 2-amino-5-naphthol-7-sulphonic acid or an N-substituted derivativethereof) in aneutral .bath containing a salt of the group consisting ofsodium sulphate and sodium chloride.

7 lulose materials which First component Middle component End componentShade (9) 1-- naphthylamine 4 sul Same 2-amino-5-naphthol-7sulphonicacid Bordeaux phonic acid 7 (10) Same v l-naphthylamine Same Violet (11)1 naphthylamine 5 sul Aniline Phenyl-2-amino-5-naphthoI-7-sulphonic acidBordeaux phonic acid (12) Same I m-toluidine2-amin0-5-naphth0l-7-sulphonic acid Bordeaux (13) 1 naphthylamine 5 sulOCH; Pheuyl-2-amino-5-naphthol-7-sulphonic acid Bright bluish-violetphonic acid NH, (Cresidine) (14) Same 1 naphthylamine 7 sul Same Brightbluish-violet phonic acid (15) Same l-naphthylamine Same Reddish-blue(16) Same 1 naphthylamine 7 sul Benroyl-2-amino-5-naphthol-7-su1phouicViolet phonic acid acid (17) 1 naphthylamine 7 sul m-toiuidine2-amino-5-naphthol-7-sulphonic acid Bright Bordeaux phonic acid 7 (18)Same Same Acetyl-2-amino-5-naphthol-7-sulphonic acid Bordeaux '(19) SameSame Phenyl-2-amino-5-naphthol-7-suiphonic acid Reddish-vlolet 3. Theprocess of coloring regenerated cellulose materials which comprisestreating the same with a dye-of the formula:

(R being a naphthyl-monosulphonic acid, R bein an aromatic radical notcontaining a freeiydroxyt or amino group, and R being2-amino-5-naphthol-7-sulphonic acid or an N-substituted derivativethereof) in a neutral bath containing from 10 to 30% sodium sulphate(based on the weight of the material to be dyed) and at a temperaturebetween 50 and 90 C.

4. The process of coloring regenerated celcomprises applying thereto,the dye obtained by diazotizin 1- naphthylamine-7 sulphonic acid, couping the resulting diazo compound to m-toluidine, diazotizing theintermediate amino-azo-compound and finally coupling the resulting diazoazo compound in an alkaline medium to Q-amino-5-naphthol-7-sulphonicacid.

5. A regenerated cellulose material dyed with a dye having the formula:

R being a naphthyl-monosulphonic acid, R being an aromatic radical notcontaining a free hydroxylor amino group, and R being2-amino-5-naphthol-7-sulph0nic acid or an N substituted derivativethereof.

In testimony whereof, I affix my signature.

HENRY JORDAN.

Certificate of Correction Patent No. 1,824,273. Granted September 22,1931, to HENRY JORDAN It is hereby certified that error appears in theprinted specification of the abovenumbered patent requiring correctionas follows: Page 2. line 61, claim 2, for the letter and character Rread R and that the said Letters Patent should be read with thiscorrection therein that the same may conform to the record of the casein the Patent Otfice.

Signed and sealed this 20th day of October, A. D. 1931.

[SEAL] M. J. MOORE,

Acting Commissioner of Patents.

